$78+ Cheap flights from Jacksonville (JAX) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Aug 6 — Aug 131
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean with Cheapflights
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Cheapest flights from Jacksonville to CaribbeanExplore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2026.
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1810:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 7/206:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/5![Frontier logo]()
$179
This Super.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Fri 8/76:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$185
This Super.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/176:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/3![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/296:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$187
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/36:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/5![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:48 pm
JAX
- SJU
Nonstop3h 13m
Frontier
Mon 8/318:34 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$190
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:48 pm
JAX
- SJU
Nonstop3h 13m
Frontier
Mon 8/248:34 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:29 pm
JAX
- SJU
2 stops30h 12m
Frontier
Sat 8/156:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Tue 8/185:55 am
SJU
- JAX
2 stops36h 15m
Frontier
Deal found 7/2![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/296:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:29 pm
JAX
- SJU
2 stops30h 12m
Frontier
Tue 8/116:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/7![Frontier logo]()
$202
This Justfly.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:19 am
JAX
- NAS
1 stop4h 42m
JetBlue
Wed 9/305:57 pm
NAS
- JAX
1 stop4h 32m
JetBlue
Deal found 7/2![JetBlue logo]()
$322
Best flights from Jacksonville to CaribbeanDiscover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 7, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 7, 2026.
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:44 pm
JAX
- SJU
Nonstop3h 03m
JetBlue
Wed 8/1912:33 pm
SJU
- JAX
Nonstop3h 13m
JetBlue
Deal found 7/6![JetBlue logo]()
$237
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:27 pm
JAX
- SJU
1 stop6h 02m
Delta
Thu 8/277:00 am
SJU
- JAX
1 stop8h 01m
Delta
Deal found 7/4![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:40 pm
JAX
- SJU
1 stop8h 20m
Southwest
Fri 8/215:00 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 7/4![Southwest logo]()
$280
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
JAX
- NAS
1 stop7h 36m
American Airlines
Thu 8/202:36 pm
NAS
- JAX
2 stops8h 30m
American Airlines
Deal found 7/6![American Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:30 am
JAX
- PUJ
1 stop8h 21m
Multiple Airlines
Tue 8/119:29 pm
PUJ
- JAX
1 stop12h 16m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$374
This Frontier deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:39 pm
JAX
- SDQ
1 stop13h 24m
Frontier
Tue 8/1112:18 pm
SDQ
- JAX
1 stop8h 26m
Frontier
Deal found 7/2![Frontier logo]()
$390
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:24 am
JAX
- SXM
1 stop8h 19m
United Airlines
Wed 7/293:50 pm
SXM
- JAX
1 stop18h 52m
United Airlines
Deal found 7/3![United Airlines logo]()
$423
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:25 pm
JAX
- SJU
Nonstop3h 02m
JetBlue
Thu 9/1010:00 am
SJU
- JAX
Nonstop3h 10m
JetBlue
Deal found 7/2![JetBlue logo]()
$257
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:59 pm
JAX
- SJU
1 stop6h 30m
Delta
Sun 9/65:49 pm
SJU
- JAX
1 stop6h 06m
Delta
Deal found 7/2![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:50 pm
JAX
- SJU
1 stop7h 00m
Southwest
Thu 9/2411:35 am
SJU
- JAX
2 stops9h 30m
Southwest
Deal found 7/6![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:40 pm
JAX
- SJU
1 stop8h 20m
Southwest
Wed 9/238:20 am
SJU
- JAX
2 stops8h 25m
Southwest
Deal found 7/5![Southwest logo]()
$300
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:05 am
JAX
- SJU
1 stop7h 53m
JetBlue
Tue 9/84:16 pm
SJU
- JAX
Nonstop3h 14m
JetBlue
Deal found 7/2![JetBlue logo]()
$305
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:10 pm
JAX
- SJU
1 stop6h 19m
Delta
Mon 8/317:00 am
SJU
- JAX
1 stop8h 01m
Delta
Deal found 7/6![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:00 am
JAX
- SJU
1 stop13h 55m
Southwest
Sun 9/65:20 am
SJU
- JAX
2 stops9h 45m
Southwest
Deal found 7/2![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:05 am
JAX
- SJU
1 stop9h 33m
Delta
Fri 8/215:49 pm
SJU
- JAX
1 stop6h 06m
Delta
Deal found 7/3![Delta logo]()
$318
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Thu 7/2312:20 pm
NAS
- JAX
1 stop7h 41m
JetBlue
Deal found 7/2![JetBlue logo]()
$322
This Travelocity deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:30 am
JAX
- PUJ
1 stop9h 49m
Frontier
Wed 8/124:40 pm
PUJ
- JAX
1 stop17h 05m
Frontier
Deal found 7/5![Frontier logo]()
$390
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:12 pm
JAX
- SXM
2 stops21h 27m
American Airlines
Mon 10/124:39 pm
SXM
- JAX
1 stop18h 13m
American Airlines
Deal found 7/5![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:25 am
JAX
- NAS
1 stop5h 32m
Delta
Thu 8/203:22 pm
NAS
- JAX
1 stop8h 33m
Delta
Deal found 7/6![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:12 am
JAX
- SXM
1 stop5h 25m
JetBlue
Fri 9/113:05 pm
SXM
- JAX
1 stop7h 24m
JetBlue
Deal found 7/3![JetBlue logo]()
$325
This Justfly.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:45 pm
JAX
- BGI
2 stops20h 40m
Air Canada
Tue 11/104:00 pm
BGI
- JAX
2 stops26h 57m
Air Canada
Deal found 7/3![Air Canada logo]()
$899
This Expedia deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:39 pm
JAX
- PUJ
1 stop14h 15m
Frontier
Fri 8/1411:52 am
PUJ
- JAX
1 stop8h 52m
Frontier
Deal found 7/2![Frontier logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:48 pm
JAX
- PUJ
1 stop21h 36m
Multiple Airlines
Sat 9/122:43 pm
PUJ
- JAX
2 stops17h 42m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:12 pm
JAX
- SDQ
2 stops15h 13m
American Airlines
Sun 8/3010:27 am
SDQ
- JAX
1 stop14h 07m
American Airlines
Deal found 7/6![American Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:35 pm
JAX
- AUA
1 stop16h 21m
United Airlines
Sat 11/213:25 pm
AUA
- JAX
1 stop8h 48m
United Airlines
Deal found 7/3![United Airlines logo]()
$461
This Justfly.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Sat 7/2512:20 pm
NAS
- JAX
1 stop7h 41m
JetBlue
Deal found 7/2![JetBlue logo]()
$340
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:12 pm
JAX
- MBJ
1 stop17h 31m
United Airlines
Sat 10/174:55 pm
MBJ
- JAX
1 stop14h 35m
United Airlines
Deal found 7/4![United Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:41 am
JAX
- NAS
1 stop6h 58m
Delta
Mon 7/136:04 pm
NAS
- JAX
1 stop4h 58m
Delta
Deal found 7/6![Delta logo]()
$354
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:30 am
JAX
- PUJ
1 stop9h 49m
Frontier
Sun 8/1611:52 am
PUJ
- JAX
1 stop9h 06m
Frontier
Deal found 7/6![Frontier logo]()
$430
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:12 pm
JAX
- SXM
2 stops19h 20m
American Airlines
Mon 9/72:42 pm
SXM
- JAX
2 stops19h 58m
American Airlines
Deal found 7/6![American Airlines logo]()
$436
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated July 7, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated July 7, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1810:44 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 7/206:30 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/5![Frontier logo]()
$179
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:10 am
JAX
- NAS
1 stop10h 12m
JetBlue
Thu 7/2312:20 pm
NAS
- JAX
1 stop7h 41m
JetBlue
Deal found 7/2![JetBlue logo]()
$322
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/296:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Wed 7/296:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$187
This Super.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Fri 8/76:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/36:45 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/5![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:29 pm
JAX
- SJU
2 stops30h 12m
Frontier
Tue 8/116:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/7![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:29 pm
JAX
- SJU
2 stops30h 12m
Frontier
Sat 8/156:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Mon 8/176:26 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/3![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Tue 8/185:55 am
SJU
- JAX
2 stops36h 15m
Frontier
Deal found 7/2![Frontier logo]()
$199
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:48 pm
JAX
- SJU
Nonstop3h 13m
Frontier
Mon 8/248:34 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/6![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:48 pm
JAX
- SJU
Nonstop3h 13m
Frontier
Mon 8/318:34 am
SJU
- JAX
Nonstop3h 19m
Frontier
Deal found 7/2![Frontier logo]()
$190
One-way flights from Jacksonville to CaribbeanSearch for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
This Super.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/2![Frontier logo]()
$78
This Frontier deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:38 pm
JAX
- SJU
Nonstop3h 07m
Frontier
Deal found 7/6![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/3![Frontier logo]()
$87
This Frontier deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:30 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/7![Frontier logo]()
$88
This Travelocity deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2710:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/6![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/6![Frontier logo]()
$97
This Travelocity deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/6![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:41 pm
JAX
- SJU
1 stop7h 57m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:15 am
JAX
- NAS
1 stop4h 36m
Delta
Deal found 7/6![Delta logo]()
$107
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:50 am
JAX
- NAS
2 stops11h 05m
American Airlines
Deal found 7/6![American Airlines logo]()
$109
This Super.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:49 am
JAX
- SJU
Nonstop3h 11m
Frontier
Deal found 7/2![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
JAX
- NAS
1 stop13h 11m
American Airlines
Deal found 7/6![American Airlines logo]()
$118
Find flight deals from Jacksonville to Caribbean
Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated July 7, 2026.
Round-trip from | $179 (Frontier) |
|---|---|
One-way from | $78 (Super.com) |
Popular in | December |
Cheapest in | August |
Average price | $284 |
Good round-trip deal | $212 or less |
Good one-way deal | $94 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 7, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sun 8/16
7:44 pm-10:47 pm
Nonstop3h 03m
San Juan Luis Munoz Marin Intl
Wed 8/19
12:33 pm-3:46 pm
Nonstop3h 13m
$237
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sun 8/23
4:27 pm-10:29 pm
1 stop6h 02m
San Juan Luis Munoz Marin Intl
Thu 8/27
7:00 am-3:01 pm
1 stop8h 01m
$246
Quickest round-trip
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 9/8
8:25 pm-11:27 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Thu 9/10
10:00 am-1:10 pm
Nonstop3h 10m
$257
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 8/29
3:59 pm-10:29 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Sun 9/6
5:49 pm-11:55 pm
1 stop6h 06m
$273
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 8/12
1:40 pm-10:00 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Fri 8/21
5:00 am-3:15 pm
2 stops10h 15m
$280
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 9/3
3:50 pm-10:50 pm
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Thu 9/24
11:35 am-9:05 pm
2 stops9h 30m
$295
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 9/15
1:40 pm-10:00 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Wed 9/23
8:20 am-4:45 pm
2 stops8h 25m
$300
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 9/8
6:05 am-1:58 pm
1 stop7h 53m
San Juan Luis Munoz Marin Intl
Tue 9/8
4:16 pm-7:30 pm
Nonstop3h 14m
$305
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 8/28
4:10 pm-10:29 pm
1 stop6h 19m
San Juan Luis Munoz Marin Intl
Mon 8/31
7:00 am-3:01 pm
1 stop8h 01m
$308
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sat 8/29
8:00 am-9:55 pm
1 stop13h 55m
San Juan Luis Munoz Marin Intl
Sun 9/6
5:20 am-3:05 pm
2 stops9h 45m
$315
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
JAX-SJU
JAX-NAS
JAX-SDQ
JAX-UVF
JAX-SXM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Jacksonville to Caribbean
JAX-0CB
JAX-SJU
JAX-NAS
JAX-SDQ
JAX-UVF
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $100). Flying from Jacksonville to Caribbean in May is currently the most expensive (average of $680). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from JAX to CB?
Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 7, 2026.
When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 24% versus a flight in the afternoon.
Weekly flight availability from Jacksonville to Caribbean
Explore weekly flight availability from Jacksonville to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 7, 2026.
The most flights from JAX to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Jacksonville to Caribbean?
The price you pay for your flight from Jacksonville to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Jacksonville to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 7, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Jacksonville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean by cabin class
Find flights from Jacksonville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean flights
Browse other Jacksonville and Caribbean flight options. Last updated on July 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Jacksonville to Caribbean flights
Consider these flights traveling from Jacksonville to Caribbean.
Top 5 airlines flying from Jacksonville to Caribbean
Discover the top 5 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$522 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$135 | Average$350 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$479 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$579 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$461 | FlexibilityNo cancel fee | On-time69% |